Top Vermont Cultural Tours

Route 100 is known as Vermont’s Main Street, offering a scenic journey through charming villages, covered bridges, and stunning waterfalls. This self-guided driving tour begins in Wilmington and leads north through picturesque towns such as Stowe and Waitsfield, showcasing the beauty of the Green Mountains. Along the way, enjoy local highlights like the Vermont Country Store, Moss Glen Falls, and the renowned Ben & Jerry’s Factory. Perfect for families, food lovers, and photographers, this tour provides the ultimate Vermont experience at your own pace, with captivating stories of history and culture throughout the drive. - Explore classic Vermont villages and local shops - Visit iconic sites like Moss Glen Falls and covered bridges - Taste local specialties at Ben & Jerry’s and Cold Hollow Cider Mill - Ideal for families, photographers, and those seeking scenic drives

This tour is built just for you! You provide what you'd love to see and do (scenery, farms, photography, food, artisans, etc.) and what you'd rather skip and I'll create a customized itinerary for your day. We'll travel in a built-for-back roads Bronco, with a (weather permitting) top-down, open air experience you won't soon forget! As much as possible, we keep off the main routes and stick to dirt roads where traffic doesn't exist, the scenery is breathtaking, and hidden views abound. There will be plenty of opportunities to pause and take it all in. Be sure to check out the Vermont Wayfinders website for more information on tours and availability, including add-on options like heading to the top of Killington or going for a horse-drawn carriage ride. The places provided listed here are just the start; this truly is a signature tour, tailored to you and your small group.

This tour brings together two iconic Vermont features - craft beer and covered bridges. The pace is relaxing and easy going, with minimal walking required. Enjoy Vermont beer with a built-in designated driver! We'll travel in a built-for-back roads Bronco, with a (weather permitting) top-down, open air experience you won't soon forget! As much as possible, we keep off the main routes and stick to dirt roads where traffic doesn't exist, the scenery is breathtaking, and hidden views abound. There will be plenty of opportunities to pause and take it all in! Be sure to check out our website for more information on tours and availability! We'll stop at Long Trail and Harpoon but will tailor the route before, between and after to your preferences... some examples of what we suggest are provided for you. Just reach out after you book with any requests!

See quaint villages, striking scenery, and more on this full-day, small-group tour of northern Vermont. Leave the driving and logistics to your guide, and set off via minivan—your first destination is the famed Ben & Jerry’s Factory in Waterbury, where you can enjoy tasty samples. Tour a cider mill before continuing to Smugglers’ Notch State Park, the von Trapp Family Lodge, the village of Stowe, and more.

There’s nothing like fall in Vermont! The crisp air, the burst of color from maple leaves, and sunlight filtering through the trees make every back road feel like an adventure. Be sure to check out the Vermont Wayfinders website for more information on tours and availability, including add-on options like heading to the top of Killington or going for a horse-drawn carriage ride. Your curated tour takes you through the most scenic routes during foliage season. Whether you’re looking for panoramic views, covered bridges framed by colorful leaves, or charming villages bursting with fall vibes, we put together each itinerary to give you the ultimate Vermont fall experience. Tour Highlights: - Breathtaking foliage views from iconic overlooks and winding back roads - Visits to cozy Vermont towns - Stops at local farms, breweries and hidden vistas - Chances to wander near fields and forests and capture postcard-worthy photos

This 7-hour tour begins with a trip to Montpelier, Vermont’s capital city—the smallest and least populous state capital in the nation. There, we will enjoy a guided tour of the Vermont State House*, led by a dedicated guide who will share its history and answer questions. *Guided tours in the Vermont State House are only available from early July through October. The building is closed for visitors on Saturdays and Sundays. Our weekend tours will therefore admire the state house from outside, then explore downtown Montpelier by foot. While in Montpelier, we will also visit the family-run Morse Farm Maple Sugarworks for a maple syrup tasting. Next we will drive scenic VT RT 100 to the villages of Waitsfield and Warren. Popular attractions include an 1833 covered bridge ("The Big Eddy") and Appalachian Gap. Lunch is available for purchase at the Warren Store, a uniquely Vermont experience with great local food. The Warren Store features its own deli, bakery, wine shop, and gift store.